A vast, rugged canyon with steep, rocky walls and sparse vegetation.

Winslow Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Winslow holiday rentals

Microwave, oven, stovetop, dishwasher

1. Winslow Stay

Winslow Stay
Winslow
10.0 out of 10, Exceptional, (59 reviews)
"Great place to stay "
United States
Gevorg
The price is HK$686
HK$1,227 total
includes taxes & fees
27 Sept - 28 Sept
Winslow Stay
Microwave, oven, stovetop, dishwasher

2. Downtown 3-bedroom home in heart of Winslow

Downtown 3-bedroom home in heart of Winslow
Winslow
10.0 out of 10, Exceptional, (25 reviews)
"Great stay! Very close to downtown shops and Route 66. Clean house and easy check in stay."
United States
cristian s.
The price is HK$872
HK$1,391 total
includes taxes & fees
27 Sept - 28 Sept
Downtown 3-bedroom home in heart of Winslow
Coffee/tea maker, fridge, microwave, oven

3. Easy Stay House

Easy Stay House
Winslow
9.8 out of 10, Exceptional, (61 reviews)
"Great stay!"
United States
cristian s.
The price is HK$748
HK$1,296 total
includes taxes & fees
27 Sept - 28 Sept
Easy Stay House
Interior

4. Route 66 Painted Desert Adventure Base Camp

Route 66 Painted Desert Adventure Base Camp
Joseph City
9.4 out of 10, Exceptional, (38 reviews)
"The rental was clean and had everything we needed for our stay. Our host Kelly was always available when I had a question. I loved the location and how easy it was to visit family and see the surrounding sights."
United States
Katty S.
The price is HK$941
HK$1,873 total
includes taxes & fees
20 Sept - 21 Sept
Route 66 Painted Desert Adventure Base Camp
Living area

5. Holbrook KOA

Holbrook KOA
2.0 star property
Holbrook
9.0 out of 10, Wonderful, (50 reviews)
"Cabin was simple and comfortable . Nice to have a kitchen."
United States
Jeffrey
The price is HK$1,168
HK$1,359 total
includes taxes & fees
18 Sept - 19 Sept
Holbrook KOA
Terrace/patio

6. Cozy Pet Friendly 2BR Cabin in the Pines, Happy Jack AZ

Cozy Pet Friendly 2BR Cabin in the Pines, Happy Jack AZ
Happy Jack
10.0 out of 10, Exceptional, (38 reviews)
"Cozy cabin,very nice,perfect for the weekend."
United States
Patricia V.
The price is HK$1,250
HK$2,668 total
includes taxes & fees
22 Sept - 23 Sept
Cozy Pet Friendly 2BR Cabin in the Pines, Happy Jack AZ
Smart TV, fireplace, DVD player

7. High Country Escape | Forest Border • Fenced Yard

High Country Escape | Forest Border • Fenced Yard
Heber
9.8 out of 10, Exceptional, (28 reviews)
"Quiet, peaceful location. Hosts are great with communication too! Everything was as expected :-) Definitely a place we’d stay at again."
United States
Anonymous traveller
The price is HK$1,181
HK$3,819 total
includes taxes & fees
27 Sept - 28 Sept
High Country Escape | Forest Border • Fenced Yard
Living area

8. Cougar Canyon Unit C

Cougar Canyon Unit C
Heber-Overgaard
10.0 out of 10, Exceptional, (11 reviews)
"We had a fantastic stay. The property is beautiful and like new and the host was amazing!"
United States
Nicholas
The price is HK$953
HK$2,076 total
includes taxes & fees
20 Sept - 21 Sept
Cougar Canyon Unit C
Interior

9. Luxury French Chateau in the Pines – Sleeps 16

Luxury French Chateau in the Pines – Sleeps 16
Overgaard
10.0 out of 10, Exceptional, (10 reviews)
"Great Stay !! Rhonda was a great host with replying to all our questions quickly. We enjoyed the stay and would defnitlely visit again."
United States
prashanth t.
The price is HK$2,032
HK$4,758 total
includes taxes & fees
20 Sept - 21 Sept
Luxury French Chateau in the Pines – Sleeps 16
Smart TV, fireplace, ping pong, books

10. Built for large groups with luxury accommodations - An at home feel for everyone

Built for large groups with luxury accommodations - An at home feel for everyone
Happy Jack
10.0 out of 10, Exceptional, (14 reviews)
"My go to location in Happy Jack well appointed, clean, and great location. "
United States
Myra P.
The price is HK$2,950
HK$6,801 total
includes taxes & fees
22 Sept - 23 Sept
Built for large groups with luxury accommodations - An at home feel for everyone
Terrace/patio

11. Rustic A-Frame • Fenced 1/2 Acre Lot • Woodstove!

Rustic A-Frame • Fenced 1/2 Acre Lot • Woodstove!
Heber-Overgaard
10.0 out of 10, Exceptional, (1 review)
The price is HK$767
HK$1,677 total
includes taxes & fees
30 Sept - 1 Oct
Rustic A-Frame • Fenced 1/2 Acre Lot • Woodstove!
Exterior

12. The Lone Pine

The Lone Pine
Heber-Overgaard
9.4 out of 10, Exceptional, (12 reviews)
"We really enjoyed our stay at Lone Pine cabin. Comfortable, quiet, and had everything we needed. "
United States
Kathy
The price is HK$949
HK$2,009 total
includes taxes & fees
22 Sept - 23 Sept
The Lone Pine
Property grounds

13. Broken Arrow Abode

Broken Arrow Abode
Overgaard
9.4 out of 10, Exceptional, (20 reviews)
"Great place second time staying there"
United States
stacey h.
The price is HK$906
HK$3,811 total
includes taxes & fees
21 Sept - 22 Sept
Broken Arrow Abode
Interior

14. Stay ON Route 66 Bridge - 40s Farmhouse - 100-Year Anniversary

Stay ON Route 66 Bridge - 40s Farmhouse - 100-Year Anniversary
Flagstaff
9.8 out of 10, Exceptional, (40 reviews)
"Beautiful property, clean, plenty of space, comfortable, beautiful Mountain View and awesome host!A wonderful farmhouse experience!"
United States
Lazarus P.
The price is HK$1,402
HK$3,079 total
includes taxes & fees
21 Sept - 22 Sept
Stay ON Route 66 Bridge - 40s Farmhouse - 100-Year Anniversary
Property grounds

15. Doe Cabin Cozy Retreat Among the Pines

Doe Cabin Cozy Retreat Among the Pines
Heber-Overgaard
10.0 out of 10, Exceptional, (8 reviews)
"Great place! Super comfy and family friendly! "
United States
David P.
The price is HK$2,746
HK$5,483 total
includes taxes & fees
18 Sept - 19 Sept
Doe Cabin Cozy Retreat Among the Pines
Smart TV, fireplace, DVD player, books

16. Wild Aspen Ridge | Space to Gather, Room to Unwind

Wild Aspen Ridge | Space to Gather, Room to Unwind
Heber-Overgaard
9.0 out of 10, Wonderful, (2 reviews)
"We really enjoyed this rental. Great location in town but felt secluded. Spacious all around. Would definitely come back here."
United States
Jeremy M.
Wild Aspen Ridge | Space to Gather, Room to Unwind
Living area

17. Cougar Canyon Unit A

Cougar Canyon Unit A
Heber-Overgaard
10.0 out of 10, Exceptional, (4 reviews)
"Property was new, clean, perfect appliances and set up. Would stay here again"
United States
Michael R.
The price is HK$1,059
HK$2,197 total
includes taxes & fees
20 Sept - 21 Sept
Cougar Canyon Unit A
Smart TV, fireplace, music library

18. Adventure's Retreat for Trails & Forest Fun!

Adventure's Retreat for Trails & Forest Fun!
Overgaard
10.0 out of 10, Exceptional, (3 reviews)
"The property was very clean, cute, and comfortable!"
United States
Justine N.
The price is HK$640
HK$1,526 total
includes taxes & fees
30 Sept - 1 Oct
Adventure's Retreat for Trails & Forest Fun!
Interior

19. The Ranch House

The Ranch House
Flagstaff
10.0 out of 10, Exceptional, (18 reviews)
"Theank you, this was a great place to stay for our last night of our road trip. Loved the wide open spaces and the cows."
United States
Beverly Ann H.
The price is HK$1,068
HK$2,210 total
includes taxes & fees
27 Sept - 28 Sept
The Ranch House
Terrace/patio

20. Rural, high desert, private. Hot Tub, fire pit, fully fenced, views for days!

Rural, high desert, private. Hot Tub, fire pit, fully fenced, views for days!
Flagstaff
10.0 out of 10, Exceptional, (42 reviews)
"Great stay"
United States
Andrew D.
The price is HK$1,177
HK$2,815 total
includes taxes & fees
21 Sept - 22 Sept
Rural, high desert, private. Hot Tub, fire pit, fully fenced, views for days!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winslow Hotel Reviews

Twin Arrows Navajo Casino Resort

Twin Arrows Navajo Casino Resort

10/10 Excellent
"The room was clean and the furnishings were very nice. The staff was very helpful and accommodating. It was nice and quiet. If you don't mind being out in the middle of nowhere, this is the place for you. It was just what we were looking for."
Margaret 2-night trip
Posted 1 hour ago
Twin Arrows Navajo Casino Resort

Find out more about Winslow

Search for holiday rentals in Winslow on Expedia! You can easily find your home rentals, villas, holiday apartments in Winslow using one of the methods below:

  • View our selection of featured holiday rentals in Winslow
  • Use the map to find apartments and other holiday homes in the Winslow neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winslow while they last

Look no further and take a look at our great range of rental properties in Winslow!

Frequently asked questions

Can I find holiday rentals in Winslow?

Yes, there are holiday rentals in Winslow close to La Posada Gardens - Strawbale Maze, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and art scene in Winslow. You can also check out the museums while you're visiting.

What are some of the best holiday rentals that Winslow has to offer?

Winslow Stay: This highly rated holiday home rental in Winslow has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. Some other homes for rent in Winslow include Easy Stay House and Downtown 3-bedroom home in heart of Winslow.

How many holiday rentals are there in Winslow?

Expedia has 6 holiday rentals for your stay in Winslow.

What can I see and do in Winslow?

Standin' on the Corner Park and Meteor Crater are a couple of scenic spots to enjoy the outdoors, whereas Old Trails Museum is one of the cultural attractions. Painted Desert and Apache-Sitgreaves National Forest are other places to visit while you're in town.

What are holiday rentals like in Winslow?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winslow. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.